Literature DB >> 25395694

Synthesis and cell phototoxicity of a triply bridged fused diporphyrin appended with six thioglucose units.

Sunaina Singh1,2, Amit Aggarwal1,2, N V S Dinesh K Bhupathiraju1, Brandon Newton3, Ahmad Nafees2, Ruomei Gao3,4, Charles Michael Drain1,5.   

Abstract

A triply bridged fused diporphyrin appended with six thioglucose units is reported. This new, chemically and photochemically stable amphiphilic compound is taken up by breast cancer cells and causes cell death upon light exposure. Photophysical studies reveal absorption bands in the near IR region, and photosensitized formation of singlet oxygen in high quantum yields.

Entities:  

Keywords:  Click Chemistry; Fluorescence; Photodynamic Therapy; Porphyrin; Thioglucose

Year:  2014        PMID: 25395694      PMCID: PMC4226442          DOI: 10.1016/j.tetlet.2014.09.085

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  19 in total

Review 1.  Recent developments in the chemistry of polyvalent iodine compounds.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2002-07       Impact factor: 60.622

2.  Synthesis and ultrafast excited-state dynamics of zinc and palladium triply fused diporphyrins.

Authors:  Derrick A Roberts; Burkhard Fückel; Raphaël G C R Clady; Yuen Yap Cheng; Maxwell J Crossley; Timothy W Schmidt
Journal:  J Phys Chem A       Date:  2012-07-23       Impact factor: 2.781

3.  Fully conjugated porphyrin tapes with electronic absorption bands that reach into infrared.

Authors:  A Tsuda; A Osuka
Journal:  Science       Date:  2001-07-06       Impact factor: 47.728

4.  Efficient microwave-assisted synthesis of amine-substituted tetrakis(pentafluorophenyl)porphyrin.

Authors:  Diana Samaroo; Clifford E Soll; Louis J Todaro; Charles M Drain
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

5.  The synthesis of head-to-tail (H-T) dimers of 3-substituted thiophenes by the hypervalent iodine(III)-induced oxidative biaryl coupling reaction.

Authors:  Toshifumi Dohi; Koji Morimoto; Yorito Kiyono; Akinobu Maruyama; Hirofumi Tohma; Yasuyuki Kita
Journal:  Chem Commun (Camb)       Date:  2005-06-21       Impact factor: 6.222

6.  An electron-deficient porphyrin tape.

Authors:  Hirotaka Mori; Takayuki Tanaka; Naoki Aratani; Byung Sun Lee; Pyosang Kim; Dongho Kim; Atsuhiro Osuka
Journal:  Chem Asian J       Date:  2012-05-21

7.  Synthesis and photophysics of an octathioglycosylated zinc(II) phthalocyanine.

Authors:  Amit Aggarwal; Sunaina Singh; Yazhou Zhang; Mariah Anthes; Diana Samaroo; Ruomei Gao; Charles Michael Drain
Journal:  Tetrahedron Lett       Date:  2011-10-19       Impact factor: 2.415

8.  Synthesis and in vitro photodynamic activities of water-soluble fluorinated tetrapyridylporphyrins as tumor photosensitizers.

Authors:  Yoon-Joo Ko; Kyung-Jin Yun; Min-Seok Kang; Jongmin Park; Kyung-Tae Lee; Seung Bum Park; Jung-Hyu Shin
Journal:  Bioorg Med Chem Lett       Date:  2007-03-12       Impact factor: 2.823

9.  Synthesis and photophysical properties of thioglycosylated chlorins, isobacteriochlorins, and bacteriochlorins for bioimaging and diagnostics.

Authors:  Sunaina Singh; Amit Aggarwal; Sebastian Thompson; João P C Tomé; Xianchun Zhu; Diana Samaroo; Mikki Vinodu; Ruomei Gao; Charles Michael Drain
Journal:  Bioconjug Chem       Date:  2010-10-21       Impact factor: 4.774

10.  Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane.

Authors:  Toshifumi Dohi; Koji Morimoto; Akinobu Maruyama; Yasuyuki Kita
Journal:  Org Lett       Date:  2006-05-11       Impact factor: 6.005

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  2 in total

Review 1.  Glycosylated Porphyrins, Phthalocyanines, and Other Porphyrinoids for Diagnostics and Therapeutics.

Authors:  Sunaina Singh; Amit Aggarwal; N V S Dinesh K Bhupathiraju; Gianluca Arianna; Kirran Tiwari; Charles Michael Drain
Journal:  Chem Rev       Date:  2015-08-28       Impact factor: 60.622

Review 2.  Fluorinated porphyrinoids as efficient platforms for new photonic materials, sensors, and therapeutics.

Authors:  N V S Dinesh K Bhupathiraju; Waqar Rizvi; James D Batteas; Charles Michael Drain
Journal:  Org Biomol Chem       Date:  2016-01-14       Impact factor: 3.876

  2 in total

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